In 1923 Calhern left the movies, but would return to the screen eight years later after the advent of sound pictures. He was primarily cast as a character actor in films while he continued to play leading roles on the stage. He reached his peak in the 1950s as a Metro-Goldwyn-Mayer contract player. Among his most memorable screen roles were Ambassador Trentino in the Marx Brothers classic Duck Soup (1933) and three that he appeared in at MGM in 1950: a singing role as Buffalo Bill in the film version of the musical Annie Get Your Gun, the double-crossing Lawyer and sugar-daddy to Marilyn Monroe in John Huston's film noir The Asphalt Jungle, and his Oscar-nominated performance as Oliver Wendell Holmes in The Magnificent Yankee (re-creating his role from the Broadway stage). He was also praised for his portrayal of the title role in the John Houseman production of Julius Caesar (adapted from the Shakespeare play) in 1953, directed by Joseph L. Mankiewicz. Calhern also played the role of the devious George Caswell, the manipulative board member of Tredway Corporation in the 1954 production of Executive Suite.